USPTO Patents Application 09993647

Requested Patent: JP3053247A

Title: SILVER HALIDE COLOR PHOTOGRAPHIC SENSITIVE MATERIAL ;

Abstracted Patent: JP3053247 ;

Publication Date: 1991-03-07;

Inventor(s): MORIGAKI MASAKAZU; others: 01 ;

Applicant(s): FUJI PHOTO FILM CO LTD ;

Application Number: JP1 98901 89038 19890721 ;

Priority Number(s): ;

IPC Classification: G03C7/38; G03C7/26; G03C7/392 ;

Equivalents: JP2876079B2 ;

ABSTRACT:

PURPOSETo obtain the photographic sensitive material which has excellent spectral absorption
characteristics and is improved in the light fastness of dye stuff images by incorporating specific
compds. into silver halide emulsion layer contg. couplers.

CONSTITUTION:This photosensitive material contains the compd. expressed by formula II and
the compd. expressed by formula III in the silver halide emulsion layers contg. the couplers
expressed by formula I. In the formula I, R denotes a hydrogen atom or substituent; Za to Zc
denote methine, subst. methine, etc.; Y denote a hydrogen atom, a group which is eliminated by
the coupling reaction with the oxidant of a developing agent, etc. In the formula II, X1 and X2
denote -S02- or single bone; R1 denotes and alkyl group, etc.; R2 denotes a hydrogen atom,
alkyl group, etc.; R3 denotes an alkyl group, etc.; R4 denotes a halogen atom, etc.; n denotes 0
to 3 integer. In the formula III, R1 1 and R12 denote an alkyl group, alkenyl group, etc.; X denotes
-0-, etc.; R14 denotes a hydrogen atom, etc.; R13 denotes an alkyl group, alkenyl group, etc.; X
denote -0-, etc.; R14 denotes a hydrogen atom, etc.; R13 denotes a group defined by an
alkylthio group, etc. or -X-R12; m denotes 0 to 4 integer. The excellent spectral absorption
characteristics are obtd. and the fastness to light is improved.

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jyTK— iksc en) -es^n-Mt^®**

<t ti <,»„

(n-o

c. h, '■'

CH,

NHCOCHO-<(3/ Cs Hl

(n-5)

CH,

CH* CH,,'"
NHCOCHO-<Q^ C s H,

(n-2)

OH

C H, -

I

Hi

j^^NHC0CH0-\<3^C, H, '"
CH,

(n-6)

CH,

C. H,, '"'
NHCOCHCH^QV C, H,

(II- 3)

(0-4)

j^^-NHCOCHz
CH,

OH

^i^-NHCOCsH,,
"cH,

(n-7)

(n-3)

Cg Hit

NHCO

)H
CH,

NHCONH-/Q^-Cl

-403-

3-53247 (12)

cn-9)

OH /— \

^j^NHCONH^(J)y-CN

C< Hs

(n-i 3)

OH

CH, -^i^NHCOCH, CK(3^-C S H,,
CH,

cn-i o)

NHCO-/Q)

C, H,

(n-1 4)

C, H s

OH

^^pNHCOCHO^Q)

C, H,

(n-i 0

(n-i 2)

C, H,,""

OH I /7Z-\

^^NHCOCHCK^J^C. H,,"

C, H,,">

CH,

OH

C s Hu-j^j-NHCOC, Fi
C, H,, "'

(n-i 5)

NHCOCHi

NHCOCH 2

9i_H" 10

c^Q>c s H,

Q>C S H,
C s H,, "'

(n-i 6)

OH

C, Hi

I

C£-^^^NHCOCHO-<^^ C s H,
CH.

C s H,

(n-2 o)

OH

NHCOCsH,

NHCOCsH,

(n-1 7)

OH

^^NHCOC (CH,).
C, H,, al

(n-2 1)

^<~^ r. u in

C s H„ '

(n-i 8)

OH

C, H. ^^-NHCO^ H
CH.

(H-2 2) OH

^i^NHCO* C,.H, S '"'

CH.

(n-i 9)

OH

C,.H ! ,CNH~ r ^ T -NHCOC,.H !

CH>

(n-2 3)

OH

CH,

NHCO-

NHCOCuHij :

-404-

Vt 3-53247 (13)

(n-2 4) C, H s

OH I /— \

r -d^NHCOCHO^QVc s H,

C S H,,<"

CO„ C, H,

(n-2 8)

OH

^kj-NHSO, NHtCH.tl O-^^KCs H,,
^ C, H„ w

CH,

(n-2 5) C. H, '"'

P^^nhcocho^/Ja c. h,

C« H. "'

CO, -{^^Cs H,

C s H,,

err— 2 9)

OH

j^^CONHtCHitl OCH,,'
NHCOCH,, "'

(0-26) OH

^i^-NHSO, C, H,

CH,

(H-30) OH

^^p-CONHCHjs ""

C,,H tl '"'

(n-2 7)

oh r- r\

^NHSO, -<Q,

C« Hit'"

(n-3 l)

OH

C, H,,

SO: NHCi H,, '

(n-3 2)

(D-3 3)

CD- 3 4)

(n-3 5)

-405-

re Rfl¥ 3-53247 (14)

cn-4 o)

(n-4 1)

OCH.

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(in- 3)

OC, H,, ""
r^r-C, H,,

C. H„JVJ

OC, H,, '"'

(m-4)

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C, H.iOC-tCH.-)? C—

II I OCH,

0 CH,

(in- 5)

OC, H,

OC. H,

(in- 9)

CH,

OT-6)

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cm- i o)

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(in- 8)

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I

Crr («*
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C. HuOyN^-k

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CH,

(in- i i)

cm- 1 2)

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<" C, H.

CH,
CH,

CH, CH,

-N-CH,

-OC, H„ : "

C, H.

-406-

HUH ¥3-53247

(IU- 1 3)

CHj.CH. OC, H,

pr CH -

CH, OC, H,

cm- i 7)

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CH,

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(in-i a)

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cm— i s)

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cm- i 5)

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ch,

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ra, en, oc a, 1

cm— i 9)

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OCH«CH,CH,0CH,

cm-i 6)

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OC, H,t 1

era- 2 o)

C,H,OCCH,CH, 0
0

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0

OCaCHiCOiCA
OCHsQljCOiCHs

CH] CiHs

cm— 2 1) cm- 2 4)

CH, CH,

-407-

(01-2 8) CH, CM- 3 2) OCH

"" CH !S 0^<*-^__/-CH.

(m-3 1)

C, H, '^--^O^OC! H.

Cm— 2 9) OC, H,, "'

-OC, Hit

C< H.

(

KRfl¥ 3-53247

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25

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Q

(m-3 0) OC„H, s '"' C, Hi

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Cg Hit

(m-3 5)

(m-3 6)

(m-3 7)

(m-3 8)

OC, H,, '

OC, H.

C, H,

OCH, CH, OCH : CH, OCH,
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^r<c.H.

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(m-3 9)

(1-4 0)

(in- 4 1)

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61

OCH,,

C 1 1 Hzs S-

0

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ftB3¥3-53247 (17)

CH, OC, H, '"

(ffl- 4 8) M C, H, -0

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(UV-4)

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CH,

(UV-5)

(UV-6)

OH

N\ I .C, H,(t)
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OH

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CH, CH, COOC, H,

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(UV-3)

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C*v*vN\ I ,C, H,(t)

C. H,(t)

-(CH, -CHn (CH, -crr-

I I

C=0 COOCH,

0

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CN

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(UV-7)

OH

Nf\ i ,C. H.(sec)
C. H.(t)

(UV-1 O OH

0, N-^^-Nx 1 ,C. H,,(n)

OCH,

(UV-8)

OH

C, Hs

(UV-1 2) OH

aN\ I y Cs H,,(t)

Cs Hn(t)

(UV-9)

OH

0; N-^^-^Nx

X, H,(t)

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(UV- I 3)

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(UV-1 D)

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OH

-N\ 1 y C, H,(t)

C, H,(t)

(UV-1 4)

OH

N\ i „C f H,,(t)

-410-

?IR,l¥3-53247 (19)

(UV-I5) OH CUV- 19)

Ci-^^^-Nx I C< H,(t)

via

OH

C, H,(t)

CH 2 CH, COOC, H,,

CUV- 1 6)

OH

(n)Ci H,, v ^v'R x

C, H,,(iso)

(UV-2 0)

OH

C, H.

C, H,

(UV- L 7)

OH

C, H, OCO^-^^-Nx

C. H.(n)

C s H,,(t)

(UV- 1 8)

OH

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C, H,,(t)

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(X^-Y 10 ) „

zJ \< R "

"- Q ' 1 ' "• R ' '

o

ii

R"tt-NHCR'\ - N H S 0 * - R 1 \

0
II

-C-R'\ ttz\t-SO, - R"tmt>to C
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S*Sbt„ R"£R ,s li* ^lcBg»iiK^ + '>a-

^ng^F 3-53247 (24)

IJR"-!?SiLfcI^Sfct. X"li = CH-*
fcli = N-£8fc-f„ R"£R l! A<Si,WC^^L
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S£ii, ^> -y t-©sgsas&<7©ffii< o «t 9*

-tea (Y)

C H , " R i i

CH, - C- CO-CH-CO-NH

C H , Y ,
rC + , R , , li^ P y VlSi 1 , 7;l/3 + ->3, h

y f-vus* /=H7 y -fr&z&L*

S*g-f „ Ali-NHCORn,
-NHSO, - R , -SO, NHRn,

-COOR,,, -SO, N-R,, «S<3t. {B

I

R ,,

L , R R ftt'n 7 JU+^S, 7'J-A-

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/

CC-1)

Ci OH C, H s

C£ (t) Cs H„

(C-2)

Ci OH C, H s

a

(D C s H,

(C-3)

ce, ,oh c, h,

I

C, H'-^NHCOCHtH^d) C s H,
Ci ([) C 5 H,,

(C-4)

3-53247 (25)

Cj? x / 0H C, H,

(t) C, H,

(C-5)

ce / oh

C, H s -^)-NHCOC„H !S (n)
Ci

(C-6) C£, OH C, H

C, Hs --^^NHCOCHO-^^^)

(C-7)

Ci

Ci, OH C. H,

C i s Hi i

CH. --^^NHCOCHO-^^Ci H,,(t)
Ci Cs H,,(t)

(C-8)

CH.s .OH

I ' — ^

(C-l 1)

\0/ 0CHC0NH \O/ NHC0Cl F ' /^\ I /^\ /^\

^< C,H,S0,^(^VoCHCONH-\rj)y NHC0~\O)

C£

(C-9)

C, H,s OH

(t)C, H,,-(^>-0CHC0NH-^2)"NHC0NH-<^)-

CN

Cs H,,(t)

C, H.tU)

(C- 1 0)

C. Hs OH

(t)C s Hu-^^^-'OCHCONH-^OyNHCOC, F,

Cs H,,(t)

(C-l 2)

C. H„ OH

I ' {

(DCs H,,-<^^>-OCHCONH- J ^^)-NHCO^^>
Ci Ci Ci

(C-l 3)

Ca Hi i

.OH

(DCs H,,-<^^OCHCONH-^^)-NHC0^^)

Ci Ci NHSO, C, H,

(C-l 4)

(i)C= H, OH F

(DCs h,,h^QVochconh^Q)- nhco-^QV f

CDC. H„ Ci F F

-417-

ftfifl ¥3-53247 (26)

(C- 1 5)

(t)C, H,. C.H., OH

C, H. 0-^yOCHCONH-^^NHCO^^>

NHSO,CH,

(C-l 6)
(DC

C. H, OH

H, i-<0)" OCHCONH-<Q)- NHCONH-<^)-CN

CDC. Hi i Ci

(C-l 7)

C. H„ OH

(DC, H,,-^Q>-OCHCONH-^^NHCONH-<^-C£
ft)C. H,, Ci Ci

(DC, Hn Ci

(C-l 8)

CH, CH, OH

X N- i -v^ NHCOCH-
H Ci

C, H,,(n)

-o-Q)-c. H,

,(t)

(C-l 9)

CH, OH

CH;

o

^N-"%^ NHfflCm^QV(t) Cs Hi

H 0

(t) C, H,,

(C-2 0)

CH, Of, OH

H Ci

NHCCH^C^

NHSO, -(Q\oC,,H !S (ii)

(C-2 1)

NHCO

H Ci

NHSO,(CH,),0 -/QVc,H,,(D

(C-2 2)

C. H,, OH

(DC, Hm^O)-o-chconh-^QVnhco x ^
c« cT

NHSO:C,H,

(C-2 6)

C. H.

Ci NHCOCHO-^^^Cs Hm(D
(O) Cs H " (t)

(C-2 3)

^-^A^/CONH (CH,), 0-{O)-C s H,,(D

(C-2 4)

OH

CH.
CH,

Colo

CONH (CH,), OCiH.i

CHCH, OCONH

(C-2 7)

(C-2 8)

Cs H„(i)

(O/ NHC0CHO \O/ Cs Hi

C, H,

(D

PC H,,

C. H,,(D

-NH

(C-2 5)

OH

CH,
CH,

Colo;

,CONH (CH,), OC, : H ::

CHCH, OCONH 0 (CH,), S-CH, -COOH

-418-

IS nn^ 3-53247

(C-2 9)

O

HSOj -^^-OCH,

(3>

-NH

(C-3 2)

/ C00CH-C00C, ! H 2S
CH, CONH^Q) CH,

t( V CH
^ N NH

N

(C-3 0)

C s H,,(t)

(t)H,,C. -KQX OCHCONH-<Q> * NH

I

C, H,

(C-3 3)

CH. CONH-^^SOt NH^))

O C m Hi a

N NH
I

N

(C-3 1)

C, H,,(l)

0

OC, H, CiH,,(t)
j> NHCOCHQ-<jQ>/-C i Hi

(t)

O) C H.

NH

(C-3 4)

COOC, s H IS

H

ch.y n v/ C0NH "<P>

(C-3 5)

SO:

CY-D

ch. ce.
I

CH. -C-COCHCONH

X N X NH

QC. H,,

C, H,,(t)

CHCMSOi^Q) QC, H
CH, NHSOzYO/

CH,

o=c^ ^c=o

>— N^

C,H,,(t)

NHCOCH0

C t H,

C, H s 0 CH, "(^)

(C-3 6) (Y-2)

CF,

(t)C s Hn-^J^-OCH, CH, CH ; S0 2

J-J

N >,. CH, C.

CH, -C-CO-CH-CONH-^(Q)

CH, I COOCuHts

CH

,N — CH

0C : H s

-419-

EBB ¥3-53247 (28)

(Y-3)

CH,
I

CH. -C-C0-CH-C0-NH-/O) (t)CH,,
1 1 ^<

CH, 0 NHC0(CH 2 ) 3 0^(Y)-(t)C,

Or

SO*

Cj?

H,

(Y-5)

CH, ci
CH, -C-CO-CH-CO-NH-OQ'

CH,

(t)C.H,,

'NHC0(CH,^O-^^)-(t)C s H,,

(Y-4)

CH, Ci
I

CH, -C-CO-CH-CO-fJH

I I
CH, 1

o=c c=o

O— C-CH,
CH,

(t)C^H, .
NHCOCHQ-^Qy-COCtHu

C z Hs

(Y-6)

CH, C£ x
CH, -C-CO-CH-CO-NH-^Q) ( t )CsH,

NHCOCCH.J.O-^QVctJ^H,

CH,

sO:^ x QVoch : -/0\

(Y-7)

(Y-9)

CH,

CH, -C-COCH-CONH^Q)

CH, I

o=c c=o

/

NHCO-CH-OMO.CH,.
I

CH,

CH,^)

CH,

0, C 1 a H3 3

CH, -C-CO-CH-CO-NH^(Q)
CH, '

("Y conh ^O>

SOt NHCOC, H s

(Y-8)

CH,

ch, -c-coch-conhYQ)

CH, I NHC0-CH-CH,S0.C, s H, s

0 = C^ ^C=0 CH,

-420-

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